Water → HCID 22063472, compound

HRID 506569Notes

Reaction equation

HRID 506569 reaction equation
C(O[CH:9]1[C:14](=[O:15])[NH:13][C:12]2[CH:16]=[CH:17][CH:18]=[C:19]([C:20](=[O:26])[CH:21](OCC)O)[C:11]=2[O:10]1)C1C=CC=CC=1.[NH2:27][C:28]([CH3:46])([CH3:45])[CH2:29][C:30]1[CH:44]=[CH:43][C:33]([O:34][CH2:35][CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[CH:32][CH:31]=1.O.[C:48]([OH:53])(=O)[C:49](O)=O>C(OCC)(=O)C.C(OCC)C>[CH2:48]([O:53][C:17]1[CH:18]=[C:19]([CH:20]([OH:26])[CH2:21][NH:27][C:28]([CH3:45])([CH3:46])[CH2:29][C:30]2[CH:44]=[CH:43][C:33]([O:34][CH2:35][CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[CH:32][CH:31]=2)[C:11]2[O:10][CH2:9][C:14](=[O:15])[NH:13][C:12]=2[CH:16]=1)[C:49]1[CH:18]=[CH:19][CH:11]=[CH:12][CH:16]=1

Participants

7

Reactant 4

HCID 962WaterHCID 971Oxalic AcidHCID 22063453HCID 22063453, compoundHCID 22063456HCID 22063456, compound

Product 1

HCID 22063472HCID 22063472, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.20 g (3.36 mmol) of benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one and 0.90 g (3.22 mmol) of ethyl 4-[4-(2-amino-2-methylpropyl)phenoxy]butyrate are reacted in the manner described for Example 8(d). The crude product is dissolved in 10 mL ethyl acetate and 10 mL water and combined with oxalic acid with stirring. The solution is diluted with diethyl ether and the solid precipitated is suction filtered and washed with diethyl ether. Yield: 1.20 g (54%, oxalate); melting point 223° C.-227° C.

Workup

  1. customthe solid precipitated
  2. filtrationfiltered
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-6e6e1a1c47934d29a3d12f019f81c439
Source dataset
uspto-grants-2010_08
Patent number
US07786111B2

Reaction notes

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